Hudson River panorama, Henry Hudson Park

Holiday Homes in Peekskill

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Peekskill holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is €364
includes taxes & fees
17 Aug - 18 Aug
Contemporary Cozy Cottage
Outdoor dining

2. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is €448
includes taxes & fees
18 Aug - 19 Aug
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Exterior detail

3. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is €439
includes taxes & fees
9 Sept - 10 Sept
Fabulous 3bdrm Home w/parking!
Interior

4. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is €434
includes taxes & fees
9 Sept - 10 Sept
Lovely 3BR Home with parking-Walk to WP Gate!
Outdoor spa tub

5. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is €389
includes taxes & fees
8 Sept - 9 Sept
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

6. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is €245
includes taxes & fees
8 Sept - 9 Sept
Harriman Outdoor Center - Cranberry Cabin
Exterior

7. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is €178
includes taxes & fees
16 Aug - 17 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Coffee/tea maker, fridge, microwave, stovetop

8. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (32 reviews)
"We had a girlfriend get away long weekend. This was a great house and really convenient location. Two really good restaurants were within walking distance just around the corner. I would highly recommend staying here!"
United States
Dawn H.
The price is €627
includes taxes & fees
19 Aug - 20 Aug
Bright Cornwall-On-Hudson Vacation Rental!
Outdoor dining

9. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (73 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is €280
includes taxes & fees
16 Aug - 17 Aug
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Private kitchen

10. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is €697
includes taxes & fees
17 Aug - 18 Aug
Perfect and Spacious Hudson Valley Escape!
TV, fireplace

11. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is €445
includes taxes & fees
9 Sept - 10 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

12. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is €182
includes taxes & fees
13 Sept - 14 Sept
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Smart TV, offices

13. River Views & Hot Tub | Riverview on Washington

River Views & Hot Tub | Riverview on Washington
Newburgh
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is €697
includes taxes & fees
17 Aug - 18 Aug
River Views & Hot Tub | Riverview on Washington
3 bedrooms, desk, travel cot, WiFi

14. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Cornwall
9.0 out of 10, Wonderful, (2 reviews)
"Great House, less than 15 mins to front gate at West Point, convenient location for visiting and enjoying activities at West Point, e.g. football games, cadet events for family members, etc. Hope to be able to stay there again on another visit to the "Rockbound Highland Home"!!! "
United States
Jeff M.
The price is €929
includes taxes & fees
16 Aug - 17 Aug
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
House

15. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is €1,167
includes taxes & fees
8 Sept - 9 Sept
Summer Pool Oasis Custom Bar Arcade Pool Table
Outdoor banquet area

16. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (9 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is €1,045
includes taxes & fees
1 Sept - 2 Sept
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Outdoor spa tub

17. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (41 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is €510
includes taxes & fees
8 Sept - 9 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Exterior

18. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is €659
includes taxes & fees
10 Sept - 11 Sept
Hickory on Willow Lake
Property grounds

19. Private Terrace + Mt Beacon Views + Near Roundhouse

Private Terrace + Mt Beacon Views + Near Roundhouse
Beacon
The price is €392
includes taxes & fees
31 Aug - 1 Sept
Private Terrace + Mt Beacon Views + Near Roundhouse
Coffee/tea maker, fridge, microwave, oven

20. Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (16 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
Amazing Home Near West Point, Shopping, Skiing and Legoland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Peekskill Hotel Reviews

Westchester Marriott

Westchester Marriott

10/10 Excellent
"Pretty good"
Thomas 1-night trip
Posted less than an hour ago
Westchester Marriott

Find out more about Peekskill

Peekskill Holiday Homes information

Number of reviews
Accommodation
194 Holiday Homes
Lowest Price
€1,167
Highest Price
€1,237